Search Cheap Flights to
Chester

Photo by Elizabeth Massa Peroulakis

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Chester Flights as Low as $92

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Spirit Airlines
Wed, Jun 18 - Wed, Jun 25
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$92 Roundtrip, found 1 hour ago
$92
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Wed, Jun 18 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Wed, Jun 25, priced at $92 found 1 hour ago
Spirit Airlines
Fri, Jun 27 - Mon, Jun 30
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$98 Roundtrip, found 2 days ago
$98
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Fri, Jun 27 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Mon, Jun 30, priced at $98 found 2 days ago
Spirit Airlines
Fri, Aug 1 - Mon, Aug 11
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$108 Roundtrip, found 5 days ago
$108
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Fri, Aug 1 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Mon, Aug 11, priced at $108 found 5 days ago
Spirit Airlines
Tue, Jun 24 - Sat, Jun 28
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$110 Roundtrip, found 3 days ago
$110
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Tue, Jun 24 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Sat, Jun 28, priced at $110 found 3 days ago
Spirit Airlines
Fri, Jun 20 - Mon, Jun 23
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$120 Roundtrip, found 12 hours ago
$120
Roundtrip
found 12 hours ago
Select Spirit Airlines flight, departing Fri, Jun 20 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Mon, Jun 23, priced at $120 found 12 hours ago
Spirit Airlines
Sat, Nov 15 - Mon, Nov 17
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$123 Roundtrip, found 4 days ago
$123
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Sat, Nov 15 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Mon, Nov 17, priced at $123 found 4 days ago
Spirit Airlines
Wed, Jun 18 - Wed, Jun 25
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$130 Roundtrip, found 1 hour ago
$130
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Wed, Jun 18 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Wed, Jun 25, priced at $130 found 1 hour ago
Breeze Airways
Thu, Jul 10 - Thu, Jul 24
PBI
Palm Beach Intl.
BDL
Bradley Intl.
$157 Roundtrip, found 5 days ago
$157
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, Jul 10 from Palm Beach Intl. to Bradley Intl., returning Thu, Jul 24, priced at $157 found 5 days ago
Frontier Airlines
Sat, Jun 21 - Sat, Jun 28
ATL
Hartsfield-Jackson Atlanta Intl.
BDL
Bradley Intl.
$164 Roundtrip, found 6 days ago
$164
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Sat, Jun 21 from Hartsfield-Jackson Atlanta Intl. to Bradley Intl., returning Sat, Jun 28, priced at $164 found 6 days ago
American Airlines
Sat, Aug 9 - Sat, Aug 16
PBI
Palm Beach Intl.
BDL
Bradley Intl.
$179 Roundtrip, found 4 days ago
$179
Roundtrip
found 4 days ago
Select American Airlines flight, departing Sat, Aug 9 from Palm Beach Intl. to Bradley Intl., returning Sat, Aug 16, priced at $179 found 4 days ago
American Airlines
Wed, Jul 9 - Wed, Jul 16
DFW
Dallas-Fort Worth Intl.
BDL
Bradley Intl.
$189 Roundtrip, found 2 days ago
$189
Roundtrip
found 2 days ago
Select American Airlines flight, departing Wed, Jul 9 from Dallas-Fort Worth Intl. to Bradley Intl., returning Wed, Jul 16, priced at $189 found 2 days ago
JetBlue Airways
Mon, Aug 4 - Thu, Aug 7
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$197 Roundtrip, found 5 days ago
$197
Roundtrip
found 5 days ago
Select JetBlue Airways flight, departing Mon, Aug 4 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Thu, Aug 7, priced at $197 found 5 days ago
United
Sat, Nov 15 - Mon, Nov 17
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$209 Roundtrip, found 4 days ago
$209
Roundtrip
found 4 days ago
Select United flight, departing Sat, Nov 15 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Mon, Nov 17, priced at $209 found 4 days ago
Delta
Sat, Nov 15 - Mon, Nov 17
FLL
Fort Lauderdale - Hollywood Intl.
BDL
Bradley Intl.
$217 Roundtrip, found 4 days ago
$217
Roundtrip
found 4 days ago
Select Delta flight, departing Sat, Nov 15 from Fort Lauderdale - Hollywood Intl. to Bradley Intl., returning Mon, Nov 17, priced at $217 found 4 days ago
Delta
Tue, Aug 12 - Sat, Aug 16
DAL
Love Field
BDL
Bradley Intl.
$237 Roundtrip, found 5 days ago
$237
Roundtrip
found 5 days ago
Select Delta flight, departing Tue, Aug 12 from Love Field to Bradley Intl., returning Sat, Aug 16, priced at $237 found 5 days ago
Spirit Airlines
Mon, Jul 21 - Wed, Jul 30
PHX
Sky Harbor Intl.
BDL
Bradley Intl.
$248 Roundtrip, found 9 hours ago
$248
Roundtrip
found 9 hours ago
Select Spirit Airlines flight, departing Mon, Jul 21 from Sky Harbor Intl. to Bradley Intl., returning Wed, Jul 30, priced at $248 found 9 hours ago

Cheap Flights to Chester

Fall in love at first flight with your vacation to Chester by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Chester on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Chester, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Chester

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Chester with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the CEF airport.

What is the cheapest month to fly to Chester?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Chester are in June, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Chester?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Chester.

What airport is best to fly into Chester?

When you’re planning your trip to Chester, convenience is the name of the game. Luckily, Chester Barnes Municipal Airport is nearby so you can deplane and get going on checking off everything on your Chester must-do list.

How much are flights to Chester?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Chester on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $92, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Chester?

The trick to saving a stack of cash on your flight to Chester? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $92 right now, why wait?

Chester Flight Information
Destination airport
Bradley Intl.
Destination airport IATA code
BDL
Roundtrip price
$92

Last Minute Hotel Deals in Chester

D. Hotel Suites & Spa
D. Hotel Suites & Spa
3 out of 5
1 Country Club Rd, Holyoke, MA
Stay at this 3-star spa hotel in Holyoke. Enjoy a full-service spa, 2 restaurants, and room service. Our guests praise the breakfast and the pool in our reviews. ...
9.2/10 Wonderful! (2,264 reviews)
"I loved this hotel. They had a pool and whirlpool, which is awesome! Breakfast was really good. One day they had French toast, chicken sausage, eggs, potatoes and cold items. The staff are friendly. Room was very clean, just not super updated. They also have a coin-operated washer and dryer. Great ..."

Reviewed on Jun 5, 2025

Get rates
D. Hotel Suites & Spa
The Ellery
The Ellery
3.5 out of 5
259 Elm Street, Northampton, MA
Stay at this 3.5-star B&B in Northampton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
9/10 Wonderful! (702 reviews)
"Lovely hotel.... friendly staff"

Reviewed on Jun 4, 2025

Get rates
The Ellery
Riverdale Inn
Riverdale Inn
2 out of 5
1500 Riverdale Street, On Route 5, West Springfield, MA
Stay at this motel in West Springfield. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions MGM Springfield and Naismith Memorial Basketball ...
5.8/10 (1,003 reviews)
"it was okay"

Reviewed on Jun 2, 2025

Get rates
Riverdale Inn
Quality Inn West Springfield
Quality Inn West Springfield
2.5 out of 5
1150 Riverdale St, West Springfield, MA
Book a stay at this golf hotel in West Springfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
7/10 Good! (1,005 reviews)
"The rooms were nice-everything was clean."

Reviewed on May 31, 2025

Get rates
Quality Inn West Springfield
La Quinta Inn & Suites by Wyndham Springfield MA
La Quinta Inn & Suites by Wyndham Springfield MA
3 out of 5
100 Congress Street, Springfield, MA
Book a stay at this family-friendly hotel in Springfield. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in ...
8/10 Very Good! (1,266 reviews)
"Access to the highways."

Reviewed on May 31, 2025

Get rates
La Quinta Inn & Suites by Wyndham Springfield MA
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
2.5 out of 5
461 Pittsfield Rd, Lenox, MA
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
9/10 Wonderful! (1,003 reviews)
"Nice unpretentious upgraded motel. Extremely clean, Sierra at the front desk was very delightful, very tasteful decor, private porch for each room (2nd floor porches seem best for privacy). Some renovations are ongoing but didn't affect my stay. I will be back."

Reviewed on Jun 4, 2025

Get rates
The Yankee, Trademark Collection by Wyndham
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
3.5 out of 5
190 Meadow Street, South Lee, MA
Stay at this 3.5-star family-friendly hotel in South Lee. Enjoy 2 outdoor pools, a business center, and a snack bar/deli. Our guests praise the helpful staff ...
9/10 Wonderful! (645 reviews)

Reviewed on Jun 5, 2025

Get rates
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG
Berkshires Untold
Berkshires Untold
3.5 out of 5
194 Pittsfield Rd, Lenox, MA
Stay at this 3.5-star lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
9/10 Wonderful! (601 reviews)
"Gorgeous decor, unique ambiance, excellent food and drinks.... I can't wait to return"

Reviewed on Jun 6, 2025

Get rates
Berkshires Untold
See all 819 properties in Chester
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.